Reacción #4016

ord-3f1521d404b14cd4bf43a059b7950a8c

Ecuación de reacción

CCOC(C)(OCC)OCC
1,1,1-triethoxyethane
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
CCOC(CCl)(OCC)OCC
2-chloro-1,1,1-triethoxyethane
Rendimiento 77.1%

Condiciones de reacción

Temperatura
40°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroirradiated with an ultraviolet lamp
  2. 2
    Otrosubsided upon completion of the reaction
  3. 3
    FiltraciónThe precipitated succinimide byproduct was filtered off
  4. 4
    Concentraciónthe filtrate was concentrated
  5. 5
    Otroto remove carbon tetrachloride
  6. 6
    workup.DISTILLATIONThe residual liquid was distilled

Procedimiento

A mixture of 1,1,1-triethoxyethane (97.3 g) and N-chlorosuccinimide (88.1 g) in carbon tetrachloride (600 ml) was warmed to 40° C. and then irradiated with an ultraviolet lamp. The reaction became exothermic and then subsided upon completion of the reaction. The precipitated succinimide byproduct was filtered off and the filtrate was concentrated to remove carbon tetrachloride. The residual liquid was distilled to obtain pure 2-chloro-1,1,1-triethoxyethane (91.0 g; b.p. 91° C./25 mm).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04723010uspto-grants-1988_02